Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | HCID 53353814 | HCID 53353814 | — |
| Product | HCID 58398075 | HCID 58398075 | 35% |
Reaction Steps
To a solution of 8-(2-chloro-4-fluorophenyl)-N-(1-(2-chloropyridin-4-yl)piperidin-4-yl)-[1,2,4]triazolo[1,5-a]pyridin-2-amine (example 58) (46 mg, 0.10 mmol) in EtOH (1 mL) was added sodium ethoxide solution (21% in ethanol, 56 L, 0.15 mmol) and the reaction mixture was stirred under Argon in a sealed tube at 60° C. for 16 h. After cooling to room temperature the mixture was heated in the microwave to 150° C. for 45 minutes and then sodium ethoxide solution (21% in ethanol, 56 uL, 0.15 mmol) was added and the mixture heated to 150° C. for another 30 in the microwave. The mixture was then evaporated and diluted with water and extracted with ethyl acetate. The combined organic phases were dried over sodium sulfate, filtered and evaporated. Purification by chromatography (silica gel, 20 g, 0 to 100% ethyl acetate in heptane) afforded the title compound (17 mg, 35%) as a white foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08486967B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-d8905f3456364e04aeaf81f55b6df393 |
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| Source note | uspto-grants-2013_07 |
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